A DFT study of the tautomerism of 1H-benzo[de]cinnolines and their protonated forms

1H-Benzo[de]cinnolines and 1H-indeno[6,7,1-def]cinnolines have been studied theoretically at the B3LYP/6-311++G(d,p) level in the gas-phase and in water solution (PCM model); gas-phase geometries were used to calculate absolute shieldings (GIAO) that were transformed into chemical shifts using empir...

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Detalles Bibliográficos
Autores: Elguero, José, Alkorta, Ibon
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2022
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/290339
Acceso en línea:http://hdl.handle.net/10261/290339
Access Level:acceso abierto
Palabra clave:1H-Benzo[de]cinnolines
Tautomerism
Protonation
1H NMR
GIAO
MEP
HOMO
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spelling A DFT study of the tautomerism of 1H-benzo[de]cinnolines and their protonated formsElguero, JoséAlkorta, Ibon1H-Benzo[de]cinnolinesTautomerismProtonation1H NMRGIAOMEPHOMO1H-Benzo[de]cinnolines and 1H-indeno[6,7,1-def]cinnolines have been studied theoretically at the B3LYP/6-311++G(d,p) level in the gas-phase and in water solution (PCM model); gas-phase geometries were used to calculate absolute shieldings (GIAO) that were transformed into chemical shifts using empirical equations. The annular tautomerism of neutral species and of protonated cations have been determined, and the most stable cations coincide with those determined experimentally.This work was carried out with financial support from the Ministerio de Ciencia, Innovación y Universidades (Projects PGC2018-094644-B-C2 and 5931125495-125495-4-21) and Dirección General de Investigación e Innovación de la Comunidad de Madrid (PS2018/EMT-4329 AIRTEC-CM). Thanks are given to the CTI (CSIC) for their continued computational support.Springer NatureMinisterio de Ciencia, Innovación y Universidades (España)Comunidad de MadridConsejo Superior de Investigaciones Científicas (España)Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]2023202320222023info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Publisher's versioninfo:eu-repo/semantics/publishedVersionhttp://hdl.handle.net/10261/290339reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#PLACEHOLDER_PARENT_METADATA_VALUE#info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PGC2018-094644-B-C22http://dx.doi.org/10.1007/s00214-022-02883-9Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/2903392026-05-22T06:33:51Z
dc.title.none.fl_str_mv A DFT study of the tautomerism of 1H-benzo[de]cinnolines and their protonated forms
title A DFT study of the tautomerism of 1H-benzo[de]cinnolines and their protonated forms
spellingShingle A DFT study of the tautomerism of 1H-benzo[de]cinnolines and their protonated forms
Elguero, José
1H-Benzo[de]cinnolines
Tautomerism
Protonation
1H NMR
GIAO
MEP
HOMO
title_short A DFT study of the tautomerism of 1H-benzo[de]cinnolines and their protonated forms
title_full A DFT study of the tautomerism of 1H-benzo[de]cinnolines and their protonated forms
title_fullStr A DFT study of the tautomerism of 1H-benzo[de]cinnolines and their protonated forms
title_full_unstemmed A DFT study of the tautomerism of 1H-benzo[de]cinnolines and their protonated forms
title_sort A DFT study of the tautomerism of 1H-benzo[de]cinnolines and their protonated forms
dc.creator.none.fl_str_mv Elguero, José
Alkorta, Ibon
author Elguero, José
author_facet Elguero, José
Alkorta, Ibon
author_role author
author2 Alkorta, Ibon
author2_role author
dc.contributor.none.fl_str_mv Ministerio de Ciencia, Innovación y Universidades (España)
Comunidad de Madrid
Consejo Superior de Investigaciones Científicas (España)
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv 1H-Benzo[de]cinnolines
Tautomerism
Protonation
1H NMR
GIAO
MEP
HOMO
topic 1H-Benzo[de]cinnolines
Tautomerism
Protonation
1H NMR
GIAO
MEP
HOMO
description 1H-Benzo[de]cinnolines and 1H-indeno[6,7,1-def]cinnolines have been studied theoretically at the B3LYP/6-311++G(d,p) level in the gas-phase and in water solution (PCM model); gas-phase geometries were used to calculate absolute shieldings (GIAO) that were transformed into chemical shifts using empirical equations. The annular tautomerism of neutral species and of protonated cations have been determined, and the most stable cations coincide with those determined experimentally.
publishDate 2022
dc.date.none.fl_str_mv 2022
2023
2023
2023
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Publisher's version
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/290339
url http://hdl.handle.net/10261/290339
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv #PLACEHOLDER_PARENT_METADATA_VALUE#
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PGC2018-094644-B-C22
http://dx.doi.org/10.1007/s00214-022-02883-9
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Springer Nature
publisher.none.fl_str_mv Springer Nature
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,81155

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